
Family-friendly rentals near Siesta Beach
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Top-rated family-friendly rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

Seaside on Siesta Key Beach
Seaside on Siesta is the perfect walkable location to everything you need for a seaside getaway! Located directly across the street from Siesta Key Beach. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village, Stickney Point, or Turtle Beach First floor unit so no need to wait on elevators. The spectacular white quartz beach and crystal clear water awaits you just outside your door! Search "Seaside on Siesta Tour" on Youtube for a video tour.

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.

Siesta Key Beach & Village 2BR/2BA Steps to Beach
This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Cottage on Siesta Key Beachside & Stunning sunsets
Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!

Heated pool & Infrared Sauna, 2 min to beach
Our 3-story home offers privacy for multiple families and is just 1 mile from Siesta Key Beach. Call the free shuttle for a quick ride to the Village for shopping and dining. Enjoy TVs in every bedroom, a full kitchen, laundry room, infrared sauna, and beach chairs. Two bedrooms have private baths. Relax in the heated pool and covered outdoor dining area while watching the game, surrounded by palm trees and salty air. SunfishBeachSiesta awaits!

Siesta Key Escape | 2BR + Den | Pool & Gulf Views
Cozy Coastal Getaway 🌊 Beautifully updated 2BR + den, 2BA apartment (1,200 sqft) on the first floor with 2 private balconies and partial Gulf views from the den. Sleeps 6 guests max (King, 2 Twins, Queen in den). Stay cool with central AC and ceiling fans in every bedroom and the kitchen. Enjoy a full kitchen, washer/dryer, 2 TVs, and a heated lagoon-style pool shared by just two duplexes—your perfect Siesta Key retreat!
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Sun-filled cottage with pool, walk to beach

Heated Pools & Spa · Private Beach + Bay Views

LJ's Cottage 2

Siesta Key For Me @ The Palm Bay Club

SEPT SALE! Sarasota #1 Luxury Villa! PRIV BEACH!

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Quaint Cottage,150 steps away from Crescent Beach!

Relax+ Jacuzzi | 9 Min to Siesta Key Beach
Family- and pet-friendly home rentals

Siesta Key Quaint Beach House

Beechwood Suites B

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Siesta Beach View : Pineapple Bungalow Efficiency

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

2 BR House 1.6 miles from Siesta Key Beach

Siesta Key, FL - Casa Berano
Family-friendly home rentals with a pool

Private Beach Siesta Key Resort Jamaica Royale

Siesta Key Beach Front Condo

Sarasota Surf & Racquet Club Siesta Key Condo

The Flamingo's Nest at Sea Club II

Beachfront Getaway in Siesta Key

Siesta Beach House

Beach Retreat - Jamaica Royale Unit #52

Gulf Views | Walkable | Spacious
Family-friendly home rentals with Wi-Fi

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

Siesta Key Village Home

Siesta Key Pool House with Fire Pit & Deck

Beach Walk Bungalow

New listing - Pool Home, 500ft to Beach!

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Quick stats about family-friendly rentals near Siesta Beach

Total holiday rentals
Explore 1,660 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $102 NZD per night before taxes and fees

Verified guest reviews
Over 22,330 verified reviews to help you choose

Pet-friendly accommodation
Find 160 rentals that welcome pets

Holiday rentals with a pool
1,440 properties feature pools

Rentals with dedicated workspaces
710 properties have a dedicated workspace

Wi-Fi availability
1,640 of Siesta Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Siesta Beach
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- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Lido Beach





